A SIMPLE METHOD FOR AVOIDING ALKYLTHIO GROUP MIGRATION DURING THE SYNTHESIS OF THIOGLYCOSIDE 2,3-ORTHOESTERS - AN IMPROVED SYNTHESIS OF PARTIALLY ACYLATED 1-THIO-ALPHA-L-RHAMNOPYRANOSIDES

被引：38

作者：

POZSGAY, V ^{[1
]}

机构：

[1] NIDDKD,MEDICINAL CHEM LAB,BETHESDA,MD 20892

来源：

CARBOHYDRATE RESEARCH | 1992年 / 235卷

关键词：

D O I：

10.1016/0008-6215(92)80098-L

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

[No abstract available]

引用

页码：295 / 302

页数：8

共 18 条

[1] INCIDENCE AND AVOIDANCE OF STEREOSPECIFIC 1,2-ETHYLTHIO GROUP MIGRATION DURING THE SYNTHESIS OF ETHYL 1-THIO-ALPHA-L-RHAMNOPYRANOSIDE 2,3-ORTHOESTER [J].

AUZANNEAU, FI ;

BUNDLE, DR .

CARBOHYDRATE RESEARCH, 1991, 212 :13-24

[2] ARTIFICIAL CARBOHYDRATE ANTIGENS - THE SYNTHESIS OF A TETRASACCHARIDE HAPTEN, A SHIGELLA-FLEXNERI O-ANTIGEN REPEATING UNIT [J].

BUNDLE, DR ;

JOSEPHSON, S .

CARBOHYDRATE RESEARCH, 1980, 80 (01) :75-85

[3] THIOGLYCOSIDES AS GLYCOSYLATING AGENTS IN OLIGOSACCHARIDE SYNTHESIS [J].

FUGEDI, P ;

GAREGG, PJ ;

LONN, H ;

NORBERG, T .

GLYCOCONJUGATE JOURNAL, 1987, 4 (02) :97-108

[4]

GAREGG PJ, 1979, CARBOHYD RES, V72, P276

[5] ARTIFICIAL CARBOHYDRATE ANTIGENS - SYNTHESIS OF RHAMNOSE TRISACCHARIDE AND DISACCHARIDE HAPTENS COMMON TO SHIGELLA-FLEXNERI O-ANTIGENS [J].

JOSEPHSON, S ;

BUNDLE, DR .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (01) :297-301

[6] REMARKABLE STEREOSELECTIVITY IN HYDROLYSIS OF DIOXOLENIUM IONS AND ORTHOESTERS FUSED TO ANCHORED 6-MEMBERED RINGS [J].

KING, JF ;

ALLBUTT, AD .

CANADIAN JOURNAL OF CHEMISTRY, 1970, 48 (11) :1754-&

[7] SYNTHESIS OF A TRI-SACCHARIDE AND A HEPTA-SACCHARIDE WHICH CONTAIN ALPHA-L-FUCOPYRANOSYL GROUPS AND ARE PART OF THE COMPLEX TYPE OF CARBOHYDRATE MOIETY OF GLYCOPROTEINS [J].

LONN, H .

CARBOHYDRATE RESEARCH, 1985, 139 (JUN) :105-113

[8] SYNTHESIS OF A TETRA-SACCHARIDE AND A NONA-SACCHARIDE WHICH CONTAIN ALPHA-L-FUCOPYRANOSYL GROUPS AND ARE PART OF THE COMPLEX TYPE OF CARBOHYDRATE MOIETY OF GLYCOPROTEINS [J].

LONN, H .

CARBOHYDRATE RESEARCH, 1985, 139 (JUN) :115-121

[9]

LONN H, 1984, THESIS U STOCKHOLM S

[10] THIOGLYCOSIDES HAVING O-BENZYL BLOCKING GROUPS AS INTERMEDIATES FOR SYSTEMATIC, SEQUENTIAL SYNTHESIS OF OLIGOSACCHARIDES - SYNTHESIS OF ISOMALTOSE [J].

PFAFFLI, PJ ;

HIXSON, SH ;

ANDERSON, L .

CARBOHYDRATE RESEARCH, 1972, 23 (02) :195-&

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